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Hydrochloric Acid → 3-{4-[4-(4,4-dihydroxy-piperidin-1-ylmethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-methoxy-phenyl}-4H-1,2,4-oxadiazol-5-one

HRID 2263425
ノート
印刷プレビュー

反応式

HRID 2263425 の反応式
[O:1]1[C:5]2([CH2:10][CH2:9][N:8]([CH2:11][C:12]3[N:13]=[C:14]([C:33]4[CH:38]=[CH:37][C:36]([C:39]([F:42])([F:41])[F:40])=[CH:35][CH:34]=4)[S:15][C:16]=3[CH2:17][O:18][C:19]3[CH:24]=[CH:23][C:22]([C:25]4[NH:29][C:28](=[O:30])[O:27][N:26]=4)=[C:21]([O:31][CH3:32])[CH:20]=3)[CH2:7][CH2:6]2)[O:4]CC1.Cl.C(=O)([O-])O.[Na+]>O1CCOCC1>[OH:1][C:5]1([OH:4])[CH2:6][CH2:7][N:8]([CH2:11][C:12]2[N:13]=[C:14]([C:33]3[CH:34]=[CH:35][C:36]([C:39]([F:40])([F:41])[F:42])=[CH:37][CH:38]=3)[S:15][C:16]=2[CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[NH:29][C:28](=[O:30])[O:27][N:26]=3)=[C:21]([O:31][CH3:32])[CH:20]=2)[CH2:9][CH2:10]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 1361500263-{4-[4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-ylmethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-methoxy-phenyl}-4H-1,2,4-oxadiazol-5-one

生成物 1

HCID 1361500463-{4-[4-(4,4-dihydroxy-piperidin-1-ylmethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-methoxy-phenyl}-4H-1,2,4-oxadiazol-5-one収率 62.7%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
50 °C

実験手順

To a suspension of 10 mg of 3-{4-[4-(1,4-dioxa-8-aza-spiro[4.5]dec-8-ylmethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-methoxy-phenyl}-4H-1,2,4-oxadiazol-5-one in 2 mL of dioxane was added 0.5 mL of a 6N aqueous solution of hydrochloric acid. The resulting mixture was heated to 50° C. for 2 h and then poured into a saturated aqueous solution of sodium hydrogencarbonate and extracted with ethyl acetate. The organic extracts were washed with water, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was recrystallized in acetonitrile to give 6 mg of 3-{4-[4-(4,4-dihydroxy-piperidin-1-ylmethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-methoxy-phenyl}-4H-1,2,4-oxadiazol-5-one as yellowish solid.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic extracts were washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product was recrystallized in acetonitrile

出典と根拠

ORDレコード
ord-374d833dd3e141ed835c7305320434af
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07851493B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート